JP2000168225A - Ink jet recording medium - Google Patents

Abstract

PROBLEM TO BE SOLVED: To form an image having excellent durability and color developability with ink absorbency and water resistance made compatible. SOLUTION: In the ink jet recording medium comprising a dye acceptive layer and an image formed by discharging an aqueous ink containing water soluble dye, an organic boron polymer is added to the layer. For example, a semipolar organic boron compound or an organic boron polymer such as a complexed material of a semipolar organic boron compound and a hydrophilic base polymer has a performance of hard water soluble while having string affinity and swelling characteristics to the aqueous ink, and repeatedly has a semipolar bond in a molecule. Accordingly, the organic boron polymer is added so that ink absorbency and water resistance are made compatible to obtain the medium having improved color developability and image durability.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an ink jet recording medium used as an image forming photographic paper in an ink jet recording system. More specifically, the present invention relates to an ink jet recording medium provided with a dye receiving layer on a support. Regarding improvement.

[0002]

2. Description of the Related Art An ink jet recording method is known as one of methods for outputting an image such as a document or an image produced by a personal computer or the like to a recording medium such as paper or an OHP film.

[0003] This ink jet recording system uses an electric field,
This is to form an image on a recording medium by ejecting a solution-like ink from a nozzle toward a recording medium using heat, pressure, or the like as a driving source. Such an ink jet recording method has the advantages of low noise, low running cost, image formation on plain paper, and no waste such as ink ribbon.

[0004] In recent years, ink jet recording apparatuses have been rapidly spreading as office or personal recording apparatuses.

[0005]

In the above-mentioned ink jet recording system, an aqueous ink is used as the ink,
Generally, photographic paper having a dye-receiving layer formed on a support is used as recording paper, and a water-soluble polymer is used in this dye-receiving layer in order to quickly absorb the landed aqueous ink. Have been.

However, the dye receiving layer using a water-soluble polymer having a high ink absorbency has a drawback that the water resistance of the recording paper is poor and the receiving layer is eluted when water adheres to a printed image. I have.

On the other hand, when a hydrophobic polymer is used for the purpose of improving the water resistance, the ink absorbency is insufficient, and the ink is absorbed by the receiving layer in a portion where a large amount of ink has landed. The fact that dots are mixed beforehand causes substantial deterioration in resolution and ink adhesion (transfer) to another recording medium, so that it is practically practically impossible to use them.

[0008] Therefore, it is an important issue for ink jet recording media to achieve both ink absorbency and water resistance.

On the other hand, recording media having excellent image durability are required for industrial use for posters and signboards used outdoors. However, when a conventional water-soluble polymer is used for the receptor layer, it has a drawback in that the formed image has poor fixability, particularly poor image resistance under high humidity and poor light fastness. This is for the following reasons. That is, in general, a water-soluble dye is used as a dye of the inkjet ink,
At the time of printing, ink composed of such a water-soluble dye is ejected toward the recording medium, and after the ink has dried, the water-soluble dye remains on the recording medium and is covered by van der Waals force or hydrogen bonding. The image is held on the recording medium and the image is fixed. Therefore, when a solvent such as water having a high affinity for the water-soluble dye is supplied onto the image, the dye is eluted and the image is blurred.

Further, heat energy or water vapor is supplied to the water-soluble dye which forms an image on the recording medium, so as to cancel van der Waals force and hydrogen bond between the dye and the recording medium. Also, when the dye moves, the image is blurred. Further, when a dye forming an image is exposed to light such as ultraviolet rays, the dye itself may be destroyed, resulting in fading, discoloration or a decrease in density of the image.

Further, a clear image having a high printing density is also required in the ink jet recording method. However, when a conventional water-soluble polymer is used for the receiving layer, the surface property is poor and the printing portion is irregularly reflected and the color density is high. Is a problem.

In order to obtain high-quality and clear images for use in recording photographs and the like, a special photographic paper having a receiving layer provided on a base material having a plastic surface, such as a polyethylene terephthalate film or a resin-coated paper, must be used. It has become common to use. However, when a water-soluble polymer is used for the receiving layer, there is a problem that the affinity with the plastic surface is extremely weak and the adhesion is insufficient. Therefore, in order to ensure adhesiveness, it is necessary to perform an easy adhesion treatment such as an anchor coat or a corona treatment on the base material,
It is desired to eliminate such an anchor coat because it causes a significant increase in cost.

An object of the present invention is to solve the problems of the prior art as described above. In an ink jet recording medium in which a dye image is formed by an ink jet recording method, both ink absorption and water resistance are achieved. An object of the present invention is to enable formation of an image having excellent durability and coloring properties.

Another object of the present invention is to provide an ink jet recording medium capable of improving the adhesiveness of a receptor layer even on a substrate having a plastic surface.

[0015]

In order to achieve the above-mentioned object, an ink jet recording medium according to the present invention comprises a dye receiving layer and an ink jet recording medium in which an image is formed by discharging an aqueous ink containing a water-soluble dye. In the medium, the dye receiving layer contains an organic boron-based polymer.

In the present invention, an organoboron-based polymer having strong affinity and swelling property for an aqueous ink while having a property of being hardly soluble in water and having a repetitive semipolar bond in a molecule, for example, a half-bored polymer. A polar organic boron compound or a composite of a semipolar organic boron compound and a hydrophilic base polymer is used for the receiving layer. This makes it possible to obtain a recording medium in which both ink absorbency and water resistance are compatible and has improved coloring properties and image durability, and further adheres to a substrate having a plastic surface without an anchor coat. An ink jet recording medium having high performance can be obtained.

[0017]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, an ink jet recording medium to which the present invention is applied will be described in detail with reference to the drawings.

FIG. 1 shows an example of the ink jet recording medium of the present invention.

The ink-jet recording medium of the present invention basically comprises a substrate 1 on which a dye receiving layer 2 is formed.

Here, the substrate 1 is made of so-called paper mainly composed of pulp, or a material obtained by applying some coating thereto, or a sheet-like substance such as a thermoplastic resin film. Among them, a thermoplastic resin film is preferable. .
As the thermoplastic resin film, polyester, polyamide, polyether, polycarbonate, polyvinyl chloride, polyacrylate, polyolefin, polystyrene, polyimide, polyetherester, and the like are preferable. Among the above substrates, polyester, particularly polyethylene terephthalate, is preferred from the viewpoint of mechanical strength and the like.

In the case of paper, a paper to which no sizing agent has been added or which has been appropriately sized can be used, and a filler may or may not be contained.

The thickness of the substrate 1 used in the present invention is preferably 50 μm to 250 μm.

As described above, the dye receiving layer 2 of the ink jet recording medium of the present invention has a strong affinity and swelling property for an aqueous ink, has a performance of being hardly soluble in water, and has a semipolar property in a molecule. It contains a semipolar organoboron-based polymer having repeating bonds.

The semipolar organic boron-based polymer is, for example, a composite of a semipolar organic boron-based compound represented by the following chemical formula 2 and a hydrophilic base polymer. The molecule has an action of chemically fixing the aqueous dye due to the semipolar structure, and can improve image storability.

[0025]

Embedded image

Further, although the reason is not clear, the surface properties of the coated film are good, irregular reflection of the printing portion is suppressed, and the color density can be improved. Furthermore, compared with a general water-soluble polymer, it has a stronger affinity with a plastic surface, and can also improve adhesion to a substrate whose surface is plastic.

The hydrophilic base polymer to be complexed with the semipolar organoboron compound is a polymer which is dissolved in any of water, alcohol, and a mixed solution of water / alcohol by heating at room temperature or below 90 ° C. Known water-soluble polymers can be used. Particularly preferred water-soluble polymers are cellulose ether, gelatin, polyvinyl alcohol, and polyvinylpyrrolidone.

The compounding ratio of the semipolar organic boron compound and the hydrophilic base polymer is 1:20 to 1: 0.
Although it is in the range of 1, the effect is difficult to be obtained when the ratio of the water-soluble polymer is too large, and the ink absorbency is deteriorated when the ratio is too small, so that the ratio is preferably 1:10 to 1: 0.5.

In the present invention, the content of the semipolar organic boron-based polymer in the dye receiving layer 2 is preferably not less than 5% by weight, since if the content is too small, the effect of the present invention cannot be obtained. It may be 100% by weight. The dye receiving layer 2 may have a single layer or a multilayer structure of two or more layers, but it is sufficient that at least one layer contains a semipolar organic boron-based polymer.

Examples of the resin which can be used in combination with the semipolar organic boron-based polymer include general hydrophilic ripened resins, such as acetalized vinyl alcohol such as polyvinyl butyral resin and cellulose such as hydroxypropyl cellulose resin. Examples thereof include polyvinyl resin, polyvinyl pyrrolidone resin such as polyvinyl pyrrolidone-vinyl acetate copolymer, polyvinyl alcohol resin, polyvinyl acetal resin, gelatin, polyamide, water-dispersible polyurethane emulsion, SBR emulsion, and acrylic emulsion.

Further, various additives (eg, pigments, cross-linking agents, plasticizers, ultraviolet absorbers, fluorescent whitening agents, etc.) used in the conventional dye receiving layer may be added to the dye receiving layer 2 as necessary. And other hydrophilic polymers).

For example, ensuring running performance during printing (preventing double feed)
Known pigments can be blended for the purpose. In this case, as the pigment, clay, kaolin, calcined clay, amorphous silica, zinc oxide, aluminum oxide, aluminum hydroxide, calcium carbonate, satin white, aluminum silicate, magnesium silicate, magnesium carbonate and the like can be blended.

The thickness of the dye fixing layer 2 is as follows.
Usually it is 2 μm to 40 μm, preferably 4 μm to 15 μm.

[0034]

EXAMPLES Hereinafter, specific examples to which the present invention is applied will be described in detail based on experimental results.

Preparation of semipolar organoboron compound In a 4-neck flask equipped with a stirrer, a thermometer, a nitrogen inlet tube and a calibration tube connected to a condenser, 192.1 g (1 mol) of di (glycerin) borate and maleic anhydride were added. 98.1g were charged (1 mol) and, under a stream of N _2, 90
The reaction was performed at １００100 ° C. for 1 hour. Furthermore, 210-22
The reaction was carried out at 0 ° C. for 6 hours to distill 9 g of water out of the system.
A pale yellow viscous poly (glycerin) borate maleate represented by the following chemical formula 3 was obtained. The obtained poly (glycerin) borate maleate was analyzed by IR spectrum, and the following semipolar structure was confirmed by the presence of absorption of bending vibration of OH.

ΔB ← O 830 cm ⁻¹

[0037]

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Example 1 The obtained poly (glycerin) borate maleate and hydroxypropylcellulose (HPC-M, manufactured by Nippon Soda Co., Ltd.) as a water-soluble cellulose ether were used in the following manner:
Ethanol / water = 50/50 solvent at a weight ratio of 10
The resulting mixture was heated to 70 to 75 ° C for 1 hour with stirring to obtain a composite (semipolar organoboron-based polymer).

The obtained semipolar organoboron-based polymer solution was applied to a 125 μm thick white polyester film (Lumirror E-20, manufactured by Toray Industries Co., Ltd.) with a wire bar so as to have a thickness of 10 μm. By drying under the condition of 2 minutes, an ink jet recording medium was formed.

Example 2 The obtained poly (glycerin) borate maleate was mixed with hydroxypropyl methylcellulose (Metroze 60-SH50, Shin-Etsu Chemical Co., Ltd.) as a water-soluble cellulose ether in a weight ratio of 1: 2 to ethanol. / Water = 50/50 dissolved in a solvent at a concentration of 10% by weight,
The mixture was heated for 1 hour with stirring at 70 to 75 ° C. to obtain a composite (semipolar organic boron-based polymer).

The obtained semipolar organoboron polymer solution was applied to a 125 μm thick white polyester film (Lumirror E-20, manufactured by Toray Industries Co., Ltd.) with a wire bar so as to have a thickness of 10 μm. By drying under the condition of 2 minutes, an ink jet recording medium was formed.

Example 3 Water-soluble gelatin (E-290, E-290) dissolved at 60 ° C. with the obtained poly (glycerin) borate maleate
(Miyagi Chemical Industry Co., Ltd.) and ethanol /
It was dissolved in a solvent of water = 20/80 so as to be 10% by weight, and heated at 70 to 75 ° C. for 1 hour with stirring to obtain a composite (semipolar organic boron-based polymer).

The obtained semipolar organoboron-based polymer solution was applied to a 125 μm thick white polyester film (Lumirror E-20, manufactured by Toray Industries, Ltd.) with a wire bar so as to have a thickness of 10 μm. By drying under the condition of 2 minutes, an ink jet recording medium was formed.

Example 4 Ethanol / water = 20 / weight ratio of the obtained poly (di (glycerin) borate maleate) and polyvinyl alcohol (GL-05, manufactured by Nippon Synthetic Chemical Company) in a weight ratio of 1: 8.
Dissolve in a solvent of 80 to a concentration of 10% by weight;
The mixture was heated for 1 hour with stirring at 5 ° C. to obtain a composite (semipolar organic boron-based polymer).

The obtained semipolar organoboron-based polymer solution was applied to a 125 μm thick white polyester film (Lumirror E-20, manufactured by Toray Industries Co., Ltd.) with a wire bar so as to have a thickness of 10 μm. By drying under the condition of 2 minutes, an ink jet recording medium was formed.

Example 5 The obtained poly (di (glycerin) borate maleate) and polyvinylpyrrolidone (K-90, manufactured by BASF) in a weight ratio of 1: 4, ethanol / water = 50/50.
Dissolved in a solvent of 10% by weight to 70-75 ° C.
The mixture was heated for 1 hour with stirring to obtain a composite (semipolar organic boron-based polymer).

The obtained semipolar organoboron polymer solution was applied to a 125 μm thick white polyester film (Lumirror E-20, manufactured by Toray Industries Co., Ltd.) with a wire bar so as to have a thickness of 10 μm. By drying under the condition of 2 minutes, an ink jet recording medium was formed.

Example 6 The obtained poly (glycerin) borate maleate was mixed with hydroxypropyl methylcellulose (Metroze 60-SH50, Shin-Etsu Chemical Co., Ltd.) as a water-soluble cellulose ether in a weight ratio of 1:15 to ethanol. /
The resultant was dissolved in a solvent of water = 50/50 so as to be 10% by weight, and heated at 70 to 75 ° C. for 1 hour with stirring to obtain a composite (semipolar organic boron-based polymer).

The obtained semipolar organoboron-based polymer solution was applied to a 125 μm-thick white polyester film (Lumirror E-20, manufactured by Toray Industries Co., Ltd.) with a wire bar so as to have a thickness of 10 μm. By drying under the condition of 2 minutes, an ink jet recording medium was formed.

Example 7 The obtained poly (glycerin) borate maleate was mixed with hydroxypropyl methylcellulose (Metroze 60-SH50, Shin-Etsu Chemical Co., Ltd.) as a water-soluble cellulose ether in a weight ratio of 1: 2 to ethanol. / Water = 80/20 dissolved in a solvent at 10% by weight,
The mixture was heated for 1 hour with stirring at 70 to 75 ° C. to obtain a composite (semipolar organic boron-based polymer).

The obtained semipolar organoboron-based polymer solution was treated as a hydrophilic resin in a solvent of ethanol / water = 80/20 with 1
Polyamide dissolved in a proportion of 0% by weight (M-1276,
(Plate Bonn) in a 50/50 weight ratio.

This mixed solution was diluted with 1 to a thickness of 10 μm.
25 μm thick white polyester film (Lumirror E-
20, manufactured by Toray Industries, Inc.)
By drying at 0 ° C. for 2 minutes, an ink jet recording medium was formed.

Example 8 Poly (glycerin) borate maleate and hydroxypropyl methylcellulose (Metroze 60-SH50, Shin-Etsu Chemical Co., Ltd.) as a water-soluble cellulose ether at a weight ratio of 1: 2 ethanol / water = 50/5
0 to 10% by weight in a solvent.
The mixture was heated for 1 hour with stirring at ℃ to obtain a composite (semi-polar organic boron-based polymer).

Further, as a hydrophilic resin, a water-soluble gelatin (E-290, manufactured by Miyagi Chemical Industry Co., Ltd.) dissolved at a ratio of 10% by weight in a solvent of ethanol / water = 20/80 has a thickness of 8 μm. An undercoat layer of a dye-receiving layer was obtained by applying a 125 μm thick white polyester film (Lumirror E-20, manufactured by Toray Industries Co., Ltd.) with a wire bar and drying at 100 ° C. for 2 minutes.

Next, the semipolar organoboron-based polymer solution obtained above is applied to the undercoat layer with a wire bar so as to have a thickness of 2 μm, and then dried at 100 ° C. for 2 minutes. Thus, an ink jet recording medium was formed.

COMPARATIVE EXAMPLE 1 Hydroxypropylcellulose (HPC-M, manufactured by Nippon Soda Co., Ltd.) was dissolved in a 50/50 solvent of ethanol / water to a concentration of 10% by weight.
5 μm thick white polyester film (Lumirror E-2)
0, manufactured by Toray Industries Co., Ltd.)
By drying at 2 ° C. for 2 minutes, an ink jet recording medium was formed.

Comparative Example 2 Hydroxypropyl methylcellulose (Metroze 60
-SH50, manufactured by Shin-Etsu Chemical Co., Ltd.)
It is dissolved in a 0/50 solvent so as to be 10% by weight, and applied to a 125 μm-thick white phosphor film (Lumirror E-20, manufactured by Toray Industries, Inc.) with a wire bar so as to have a thickness of 10 μm. By drying at 100 ° C. for 2 minutes, an ink jet recording medium was formed.

Comparative Example 3 A water-soluble gelatin (E-290, manufactured by Miyagi Chemical Industry Co., Ltd.) was dissolved in a solvent of ethanol / water = 80/20 to a concentration of 10% by weight, and a thickness of 125 μm was formed to a thickness of 10 μm. Was coated on a white polyester film (Lumirror E-20, manufactured by Toray Industries, Inc.) with a wire bar and dried at 100 ° C. for 2 minutes to form an ink jet recording medium.

Comparative Example 4 10% by weight of polyvinyl alcohol (GL-05, manufactured by Nippon Synthetic Chemical Co., Ltd.) was added to a solvent of ethanol / water = 20/80.
And 125 to a thickness of 10 μm.
μm thick white polyester film (Lumirror E-2
0, manufactured by Toray Industries Co., Ltd.)
By drying at 2 ° C. for 2 minutes, an ink jet recording medium was formed.

Comparative Example 5 The obtained poly (glycerin) borate maleate and polyvinylpyrrolidone (K-90, manufactured by BASF) were mixed in a weight ratio of 1: 4, and ethanol / water = 50/50.
Dissolved in a solvent of 10% by weight to a thickness of 10 μm.
Was coated on a 125 μm thick white polyester film (Lumirror E-20, manufactured by Toray Industries, Inc.) with a wire bar and dried at 100 ° C. for 2 minutes to form an ink jet recording medium.

In this example, since no heat treatment was performed, no composite product was formed and no organic boron-based polymer was obtained.

[0062] For an inkjet recording medium obtained evaluation, to form a test pattern image in the printer of the ink jet recording system (HP850C, manufactured by Hewlett Packard),
"Ink absorption", "water resistance", "color development (print density)", "light resistance", "humidity and humidity resistance", and "adhesion" were evaluated as follows.

"Ink Absorbency" Test In forming an image, the ink was coated with an ink-receiving layer (hereinafter referred to as a dye fixing layer when no ink-absorbing layer is provided, and as an ink-absorbing layer when having an ink-absorbing layer) Shows a dye fixing layer.)
It was visually evaluated according to the following evaluation criteria whether or not it permeated and absorbed.

Ink Absorbability Evaluation Criteria ：: When the ink penetrated into the ink receiving layer and was absorbed X: When the ink did not penetrate into the ink receiving layer and was not absorbed “Water resistance” test An image was formed After the entire recording medium was immersed in water for 3 minutes, it was pulled out of the water, the change in the ink receiving layer was visually observed, and evaluated according to the following evaluation criteria. Water resistance evaluation criteria ：: No change in ink receiving layer △: No change in receiving layer after immersion for 5 minutes, but change in portion rubbed with cotton swab X: Ink receiving layer from substrate When it is impossible to reuse it as a recording medium due to peeling or dissolution, the reflection density of the solid printing portion (high density portion) of the “color forming (print density)” image was measured with a Macbeth densitometer (TR924). .

The reflection density is preferably 2.1 or more for each color of Y (yellow), M (magenta) and C (cyan) from the viewpoint of image saturation.

"Light fastness" * of image formed on recording medium
L * a * b is a spectrometer manufactured by GRTAG (model name: SPM1)
00-11). Next, WEATHER-O was added to the above-mentioned recording paper example sample and recording paper comparative example sample.
9 over 72 hours by METER (Atlas Testing Machine)
Irradiation with energy of 0 kJ / m was performed.

Subsequently, the density of the image formed on the recording medium after the energy irradiation was measured as described above. Then, ΔE in each print sample after energy irradiation was determined by the following equation 1, and evaluated according to the following evaluation criteria.

ΔE = ｛(Δ * L) ² + (Δ * a) ² + (Δ * b) ² ｝ ^1/2 Equation 1 Δ * L: Difference of * L before and after test Δ * a: Difference of * a before and after test Δ * b: Difference of * b before and after test ○: ΔE ≦ 5 Δ: 5 <ΔE ≦ 15 ×: ΔE> 15 “Humidity and humidity” test 60 ° C., 85% temperature In a thermostat controlled by humidity,
The recording medium on which the image was formed was stored for 48 hours, and changes in the image were visually observed, and evaluated according to the following evaluation criteria.

Dye Fixability Evaluation Criteria ：: When the image does not change ：: When the image is blurred but there is no practical problem ×: When the image is remarkably flowing or blurred "Adhesion" test record A cellophane tape was stuck on the dye receiving layer surface of the medium, and the presence or absence of peeling of the dye receiving layer when the cellophane tape was peeled was visually checked.

：: When the dye receiving layer is not peeled off X: When the dye receiving layer is partially peeled off The above evaluation results are shown in Table 1.

[0071]

[Table 1]

As is clear from Table 1, the ink jet recording media of each of the examples to which the present invention was applied showed results having no practical problem in any of the evaluation items.

On the other hand, the ink jet recording medium of the comparative example had a practically problematic result in any of the evaluation items.

Examination of the ratio of semipolar organoboron compound The obtained poly (glycerin) borate maleate and hydroxypropylcellulose (HPC-M, Nippon Soda Co., Ltd.) as a water-soluble cellulose ether were:
Ethanol / water = 50/50 solvent at a weight ratio of 25
The mixture was dissolved so as to be 0% by weight, and heated at 70 to 75 ° C. for 1 hour with stirring to obtain a composite (semipolar organic boron-based polymer).

The obtained semipolar organic boron-based polymer solution was applied to a 125 μm thick white polyester film (Lumirror E-20, manufactured by Toray Industries Co., Ltd.) with a wire bar so as to have a thickness of 10 μm. By drying under the condition of 2 minutes, an ink jet recording medium was formed.

The obtained ink jet recording medium was insufficient in water resistance, temperature and humidity resistance and adhesiveness due to a small ratio of the semipolar organic boron compound.

[0077]

As is evident from the above description, according to the present invention, it is possible to obtain an ink jet recording medium having both ink absorbency and water resistance, and further having improved color developability and image durability. It is.

Further, it is possible to obtain an ink jet recording medium having high adhesion to a substrate having a plastic surface without an anchor coat.

[Brief description of the drawings]

FIG. 1 is a schematic cross-sectional view of a main part showing one configuration example of an ink jet recording medium.

[Explanation of symbols]

 1 base material, 2 ink receiving layer

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Kengo Ito 6-7-35 Kita Shinagawa, Shinagawa-ku, Tokyo Inside Sony Corporation (72) Inventor Masaharu Uehara 1-15-17 Hirano, Adachi-ku, Tokyo Within Boron International (72) Inventor Minoru Onishi 1-15-17 Hirano, Adachi-ku, Tokyo F-term within Boron International (reference) 2H086 BA15 BA34 BA35

Claims (10)

[Claims] 1. An ink jet recording medium having a dye receiving layer and forming an image by discharging an aqueous ink containing a water-soluble dye, wherein the dye receiving layer contains an organic boron-based polymer. Ink jet recording medium. 2. The ink jet recording medium according to claim 1, wherein the organic boron-based polymer is a semipolar organic boron compound or a composite of a semipolar organic boron compound and a hydrophilic base polymer. 3. The ink jet recording medium according to claim 2, wherein said semipolar organic boron compound is diglycerin borate represented by the formula (1) or a derivative thereof. Embedded image 4. The composite of the semipolar organic boron compound and the hydrophilic base polymer, wherein the ratio of the semipolar organic boron compound to the hydrophilic base polymer is 1:20 to 1: 0.1. The ink jet recording medium according to claim 2, wherein: 5. The ink jet recording medium according to claim 4, wherein said hydrophilic base polymer is a water-soluble cellulose ether. 6. The ink jet recording medium according to claim 5, wherein said water-soluble cellulose ether is hydroxypropyl cellulose. 7. The ink jet recording medium according to claim 5, wherein said water-soluble cellulose ether is hydroxypropyl methylcellulose. 8. The ink jet recording medium according to claim 4, wherein said hydrophilic base polymer is gelatin. 9. The ink jet recording medium according to claim 4, wherein said hydrophilic base polymer is a polyvinyl alcohol resin. 10. The ink jet recording medium according to claim 4, wherein said hydrophilic base polymer is a polyvinylpyrrolidone resin.